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Relay Rh(ii)/Pd(0) dual catalysis: synthesis of α-quaternary β-keto-esters via a [1,2]-sigmatropic rearrangement/allylic alkylation cascade of α-diazo tertiary alcohols.

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A relay Rh(ii)/Pd(0) dual catalysis that enables domino [1,2]-sigmatropic rearrangement/allylic alkylation of α-diazo tertiary alcohols is described. This transformation represents a highly efficient method for the one-pot synthesis of α-quaternary… Click to show full abstract

A relay Rh(ii)/Pd(0) dual catalysis that enables domino [1,2]-sigmatropic rearrangement/allylic alkylation of α-diazo tertiary alcohols is described. This transformation represents a highly efficient method for the one-pot synthesis of α-quaternary β-keto-esters under mild conditions, in which two separate C-C σ-bonds at the carbenic center were formed in a straightforward manner.

Keywords: diazo tertiary; relay dual; sigmatropic rearrangement; allylic alkylation; rearrangement allylic; dual catalysis

Journal Title: Chemical communications
Year Published: 2019

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